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Radical Reactivity: Steric Effects01:10

Radical Reactivity: Steric Effects

2.6K
The presence of electron-donating, electron-withdrawing, or conjugating groups adjacent to a radical center, imparts electronic stabilization to the radicals. Examples of such electronically-stabilized radicals are triphenylmethyl, tetramethylpiperidine‐N‐oxide, and 2,2‐diphenyl‐1‐picrylhydrazyl. These radicals are remarkably stable and are known as persistent radicals. Some of the persistent radicals can even be isolated and purified.
Along with electronic...
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Radical Formation: Homolysis00:54

Radical Formation: Homolysis

4.5K
A bond is formed between two atoms by sharing two electrons. When this bond is broken by supplying sufficient energy, either two electrons can be taken up by one atom forming ions by the cleavage called heterolysis, or the two electrons are shared by two atoms, with one each creating radicals by the cleavage called homolysis.
4.5K
Radical Formation: Overview01:03

Radical Formation: Overview

2.7K
A bond can be broken either by heterolytic bond cleavage to form ions or homolytic bond cleavage to yield radicals. A fishhook arrow is used to represent the motion of a single electron in homolytic bond cleavage. There are two main sources from which radicals can be formed:
Radicals from spin-paired molecules:
Radicals can be obtained from spin-paired molecules either by homolysis or electron transfer. While two radicals are formed in the former, an electron is added in the...
2.7K
Radical Reactivity: Overview01:11

Radical Reactivity: Overview

2.8K
Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired...
2.8K
Radical Formation: Addition00:47

Radical Formation: Addition

2.3K
Radicals can be formed by adding a radical to a spin-paired molecule. This is typically observed with unsaturated species, where the addition of a radical across the π bond leads to the production of a new radical by dissolving the π bond. For example, the addition of a Br radical to an alkene yields a carbon-centered radical.
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...
2.3K
Radical Reactivity: Electrophilic Radicals01:02

Radical Reactivity: Electrophilic Radicals

2.5K
Radicals adjacent to electron‐withdrawing groups are called electrophilic radicals. These radicals readily react with nucleophilic alkenes. For example, the malonate radical, in which the radical center is flanked by two electron‐withdrawing groups, reacts readily with butyl vinyl ether, which consists of an electron‐donating oxygen substituent. The reaction between electrophilic malonate radical and nucleophilic vinyl ether is favored because the radical has a...
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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
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机械结合保护,稳定在空气中的基因

Junling Sun, Zhichang Liu, Wei-Guang Liu1

  • 1Materials and Process Simulation Center, California Institute of Technology , Pasadena, California 91125, United States.

Journal of the American Chemical Society
|August 15, 2017
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概括

研究人员使用激素合制造了新的 [2] 链,它们是机械互锁的分子. 这些分子表现出多个稳定的氧化还原状态,显示出高密度数据存储应用的前景.

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科学领域:

  • 超分子化学
  • 材料科学
  • 电化学

背景情况:

  • 激进模拟是一种构建复杂分子架构的方法.
  • 卡特纳是具有独特拓性质的机械互锁分子.
  • 开发具有多个氧化还原状态的材料对于先进的电子应用至关重要.

研究的目的:

  • 通过异常三基复合物合成新型 [2] 链.
  • 描述合成的聚烯的电子和结构性质.
  • 评估这些聚合物对高密度数据存储的潜力.

主要方法:

  • 使用异位的4,4'-二基离子 (DB•+) 和不对称的旋二基离子 (DAPQT2(•+) 的基质制.
  • 通过EPR光谱学和X射线晶体学对称和不对称 [2]链 (SC·7PF6和AC·7PF6) 的分离和表征.
  • 电化学研究 (循环电压测量) 来确定可访问的氧化还原状态的数量.

主要成果:

  • 成功合成对称 (SC·7PF6) 和不对称 (AC·7PF6) [2]链.
  • 鉴定结果显示,在内部的4,4'-二氧化 (BIPY2+) 单位中,具有脱位的未配对电子的空气稳定单基,形成混合价值 (BIPY2) •3+状态.
  • 电化学研究表明,通过结合二二 (DAP2+) 单元,可在相关的中获得五,六和七种氧化还原状态.

结论:

  • 合成的 [2] 链是具有可调节电子特性的稳定基物种.
  • 能够访问多个氧化还原状态,使得这些连锁体成为高密度数据存储的有希望的候选者.
  • 这项工作为设计先进记忆技术的分子材料提供了一种新的方法.